CHEBI:3048 - benzatropine

ChEBI IDCHEBI:3048
ChEBI Namebenzatropine
Stars
DefinitionTropane in which a hydrogen at position 3 is substituted by a diphenylmethoxy group (endo-isomer). An acetylcholine receptor antagonist, it is used (particularly as its methanesulphonate salt) in the treatment of Parkinson's disease, and to reduce parkinsonism and akathisia side effects of antipsychotic treatments.
Secondary ChEBI IDCHEBI:661238
Last Modified6 March 2020
DownloadsMolfile
FormulaC21H25NO
Net Charge0
Average Mass307.437
Monoisotopic Mass307.19361
SMILES[H][C@@]1(OC(c2ccccc2)c2ccccc2)C[C@]2([H])CC[C@]([H])(C1)N2C
InChIInChI=1S/C21H25NO/c1-22-18-12-13-19(22)15-20(14-18)23-21(16-8-4-2-5-9-16)17-10-6-3-7-11-17/h2-11,18-21H,12-15H2,1H3/t18-,19+,20+
InChIKeyGIJXKZJWITVLHI-PMOLBWCYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
parasympatholytic  Any cholinergic antagonist that inhibits the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the muscarinic antagonists.
muscarinic antagonist  A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
Applications:
oneirogen  Any substance that produces or enhances dream-like states of consciousness.
parasympatholytic  Any cholinergic antagonist that inhibits the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the muscarinic antagonists.
antiparkinson drug  A drug used in the treatment of Parkinson's disease.
antidyskinesia agent  Any compound which can be used to treat or alleviate the symptoms of dyskinesia.
muscarinic antagonist  A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
ChEBI Ontology
Outgoing Relation(s)
benzatropine (CHEBI:3048) has role antidyskinesia agent (CHEBI:66956)
benzatropine (CHEBI:3048) has role antiparkinson drug (CHEBI:48407)
benzatropine (CHEBI:3048) has role muscarinic antagonist (CHEBI:48876)
benzatropine (CHEBI:3048) has role oneirogen (CHEBI:146270)
benzatropine (CHEBI:3048) has role parasympatholytic (CHEBI:50370)
benzatropine (CHEBI:3048) is a tertiary amino compound (CHEBI:50996)
Incoming Relation(s)
benzatropine mesylate (CHEBI:3049) has part benzatropine (CHEBI:3048)
IUPAC Name 
(3-endo)-3-(diphenylmethoxy)-8-methyl-8-azabicyclo[3.2.1]octane
INNs  Source
benzatropinaChemIDplus
benzatropineKEGG DRUG
benzatropinumChemIDplus
Synonyms  Source
3endo-benzhydryloxytropaneChEBI
3α-benzhydryloxy-8-methyl-8-azabicyclo[3.2.1]octaneChEBI
3α-(diphenylmethoxy)-1αH,5αH-tropaneNIST Chemistry WebBook
3α-(diphenylmethoxy)tropaneChEBI
BenzatropineKEGG COMPOUND
benzhydryl 8-methyl-8-azabicyclo[3.2.1]oct-3-yl etherNIST Chemistry WebBook
Manual XrefsDatabases
333DrugCentral
BenzatropineWikipedia
C06846KEGG COMPOUND
D07511KEGG DRUG
DB00245DrugBank
US2595405Patent
Registry NumbersSources
Beilstein:90688Beilstein
CAS:86-13-5KEGG COMPOUND
CAS:86-13-5ChemIDplus
CAS:86-13-5NIST Chemistry WebBook